data_20U # _chem_comp.id 20U _chem_comp.name "(2'S,3R,4'S,5'R)-N-(4-carbamoylphenyl)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H29 Cl2 F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-13 _chem_comp.pdbx_modified_date 2014-07-11 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 583.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 20U _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4LWU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 20U N1 N1 N 0 1 N N N -11.055 16.189 -7.066 3.816 0.762 -0.350 N1 20U 1 20U C9 C9 C 0 1 Y N N -12.114 15.918 -6.153 3.523 0.904 1.008 C9 20U 2 20U C7 C7 C 0 1 Y N N -12.570 14.674 -5.826 4.154 1.648 2.002 C7 20U 3 20U C6 C6 C 0 1 Y N N -13.592 14.622 -4.882 3.671 1.629 3.296 C6 20U 4 20U CL1 CL1 CL 0 0 N N N -14.198 13.093 -4.366 4.464 2.560 4.528 CL1 20U 5 20U C2 C2 C 0 1 N N N -10.861 17.586 -7.129 2.947 -0.056 -0.974 C2 20U 6 20U O2 O2 O 0 1 N N N -9.972 18.121 -7.799 2.957 -0.363 -2.147 O2 20U 7 20U C3 C3 C 0 1 N N R -11.915 18.271 -6.258 1.961 -0.514 0.066 C3 20U 8 20U C11 C11 C 0 1 N N S -12.813 19.132 -7.120 1.959 -2.042 0.201 C11 20U 9 20U C21 C21 C 0 1 N N N -13.190 18.448 -8.443 2.426 -2.695 -1.102 C21 20U 10 20U C22 C22 C 0 1 N N N -14.536 18.981 -8.979 2.741 -4.170 -0.849 C22 20U 11 20U C25 C25 C 0 1 N N N -14.526 20.512 -8.995 3.888 -4.282 0.157 C25 20U 12 20U C24 C24 C 0 1 N N N -15.669 18.490 -8.073 1.500 -4.868 -0.287 C24 20U 13 20U C23 C23 C 0 1 N N N -14.764 18.458 -10.402 3.149 -4.837 -2.164 C23 20U 14 20U N12 N12 N 0 1 N N N -12.007 20.363 -7.351 0.538 -2.387 0.478 N12 20U 15 20U C14 C14 C 0 1 N N S -11.330 19.288 -5.277 0.527 -0.120 -0.310 C14 20U 16 20U C31 C31 C 0 1 Y N N -10.083 18.826 -4.556 0.507 0.571 -1.650 C31 20U 17 20U C36 C36 C 0 1 Y N N -8.804 19.060 -5.070 0.530 -0.176 -2.812 C36 20U 18 20U C35 C35 C 0 1 Y N N -7.674 18.645 -4.329 0.511 0.457 -4.042 C35 20U 19 20U C34 C34 C 0 1 Y N N -7.837 17.998 -3.089 0.469 1.837 -4.110 C34 20U 20 20U C32 C32 C 0 1 Y N N -10.199 18.189 -3.350 0.459 1.953 -1.715 C32 20U 21 20U F1 F1 F 0 1 N N N -11.433 17.981 -2.851 0.431 2.683 -0.579 F1 20U 22 20U C33 C33 C 0 1 Y N N -9.122 17.763 -2.616 0.446 2.586 -2.947 C33 20U 23 20U CL2 CL2 CL 0 0 N N N -9.371 16.926 -1.106 0.394 4.319 -3.032 CL2 20U 24 20U C13 C13 C 0 1 N N R -11.098 20.527 -6.151 -0.241 -1.459 -0.383 C13 20U 25 20U C41 C41 C 0 1 N N N -11.460 21.787 -5.438 -1.639 -1.293 0.155 C41 20U 26 20U N42 N42 N 0 1 N N N -12.405 22.583 -6.121 -2.615 -0.814 -0.642 N42 20U 27 20U C43 C43 C 0 1 Y N N -12.833 23.908 -5.757 -3.886 -0.574 -0.120 C43 20U 28 20U C48 C48 C 0 1 Y N N -12.411 24.503 -4.576 -4.645 0.487 -0.604 C48 20U 29 20U C44 C44 C 0 1 Y N N -13.669 24.561 -6.652 -4.393 -1.398 0.879 C44 20U 30 20U C45 C45 C 0 1 Y N N -14.061 25.858 -6.393 -5.648 -1.163 1.396 C45 20U 31 20U C46 C46 C 0 1 Y N N -13.621 26.506 -5.237 -6.411 -0.096 0.916 C46 20U 32 20U C51 C51 C 0 1 N N N -13.999 27.901 -4.997 -7.756 0.159 1.468 C51 20U 33 20U O51 O51 O 0 1 N N N -13.708 28.523 -3.964 -8.201 -0.560 2.342 O51 20U 34 20U N51 N51 N 0 1 N N N -14.718 28.550 -5.984 -8.491 1.189 1.004 N51 20U 35 20U C47 C47 C 0 1 Y N N -12.807 25.813 -4.313 -5.900 0.727 -0.091 C47 20U 36 20U O41 O41 O 0 1 N N N -10.993 22.121 -4.348 -1.886 -1.590 1.304 O41 20U 37 20U C8 C8 C 0 1 Y N N -12.607 17.074 -5.652 2.403 0.147 1.341 C8 20U 38 20U C4 C4 C 0 1 Y N N -13.624 17.068 -4.724 1.925 0.130 2.632 C4 20U 39 20U C5 C5 C 0 1 Y N N -14.137 15.814 -4.325 2.557 0.871 3.614 C5 20U 40 20U H1 H1 H 0 1 N N N -10.536 15.504 -7.577 4.557 1.204 -0.793 H1 20U 41 20U H2 H2 H 0 1 N N N -12.161 13.780 -6.274 5.023 2.241 1.761 H2 20U 42 20U H3 H3 H 0 1 N N N -13.729 19.382 -6.565 2.595 -2.352 1.030 H3 20U 43 20U H4 H4 H 0 1 N N N -13.273 17.364 -8.276 1.638 -2.614 -1.851 H4 20U 44 20U H5 H5 H 0 1 N N N -12.404 18.645 -9.186 3.322 -2.188 -1.461 H5 20U 45 20U H6 H6 H 0 1 N N N -14.362 20.889 -7.975 3.597 -3.807 1.094 H6 20U 46 20U H7 H7 H 0 1 N N N -13.717 20.866 -9.651 4.112 -5.333 0.337 H7 20U 47 20U H8 H8 H 0 1 N N N -15.491 20.881 -9.372 4.772 -3.785 -0.243 H8 20U 48 20U H9 H9 H 0 1 N N N -15.509 18.863 -7.051 0.633 -4.612 -0.896 H9 20U 49 20U H10 H10 H 0 1 N N N -16.631 18.864 -8.454 1.651 -5.947 -0.305 H10 20U 50 20U H11 H11 H 0 1 N N N -15.681 17.390 -8.064 1.333 -4.541 0.739 H11 20U 51 20U H12 H12 H 0 1 N N N -14.771 17.358 -10.392 4.033 -4.340 -2.564 H12 20U 52 20U H13 H13 H 0 1 N N N -15.729 18.828 -10.778 3.374 -5.889 -1.984 H13 20U 53 20U H14 H14 H 0 1 N N N -13.955 18.813 -11.057 2.332 -4.758 -2.881 H14 20U 54 20U H15 H15 H 0 1 N N N -11.462 20.266 -8.184 0.347 -3.349 0.240 H15 20U 55 20U H17 H17 H 0 1 N N N -12.099 19.531 -4.529 0.098 0.525 0.456 H17 20U 56 20U H18 H18 H 0 1 N N N -8.681 19.553 -6.023 0.563 -1.254 -2.761 H18 20U 57 20U H19 H19 H 0 1 N N N -6.682 18.825 -4.715 0.530 -0.127 -4.950 H19 20U 58 20U H20 H20 H 0 1 N N N -6.976 17.689 -2.514 0.455 2.330 -5.070 H20 20U 59 20U H21 H21 H 0 1 N N N -10.048 20.561 -6.476 -0.271 -1.827 -1.409 H21 20U 60 20U H22 H22 H 0 1 N N N -12.819 22.186 -6.940 -2.434 -0.637 -1.578 H22 20U 61 20U H23 H23 H 0 1 N N N -11.790 23.963 -3.877 -4.250 1.122 -1.383 H23 20U 62 20U H24 H24 H 0 1 N N N -14.010 24.057 -7.544 -3.803 -2.223 1.250 H24 20U 63 20U H25 H25 H 0 1 N N N -14.710 26.373 -7.086 -6.041 -1.804 2.171 H25 20U 64 20U H26 H26 H 0 1 N N N -14.993 29.503 -5.857 -8.136 1.763 0.307 H26 20U 65 20U H27 H27 H 0 1 N N N -14.963 28.066 -6.824 -9.375 1.356 1.367 H27 20U 66 20U H28 H28 H 0 1 N N N -12.491 26.299 -3.402 -6.489 1.551 -0.467 H28 20U 67 20U H29 H29 H 0 1 N N N -14.015 17.988 -4.316 1.056 -0.462 2.878 H29 20U 68 20U H30 H30 H 0 1 N N N -14.938 15.759 -3.602 2.183 0.858 4.627 H30 20U 69 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 20U C23 C22 SING N N 1 20U C25 C22 SING N N 2 20U C22 C21 SING N N 3 20U C22 C24 SING N N 4 20U C21 C11 SING N N 5 20U O2 C2 DOUB N N 6 20U N12 C11 SING N N 7 20U N12 C13 SING N N 8 20U C2 N1 SING N N 9 20U C2 C3 SING N N 10 20U C11 C3 SING N N 11 20U N1 C9 SING N N 12 20U C44 C45 DOUB Y N 13 20U C44 C43 SING Y N 14 20U C45 C46 SING Y N 15 20U C3 C8 SING N N 16 20U C3 C14 SING N N 17 20U C9 C7 DOUB Y N 18 20U C9 C8 SING Y N 19 20U C13 C41 SING N N 20 20U C13 C14 SING N N 21 20U N42 C43 SING N N 22 20U N42 C41 SING N N 23 20U N51 C51 SING N N 24 20U C7 C6 SING Y N 25 20U C43 C48 DOUB Y N 26 20U C8 C4 DOUB Y N 27 20U C41 O41 DOUB N N 28 20U C14 C31 SING N N 29 20U C46 C51 SING N N 30 20U C46 C47 DOUB Y N 31 20U C36 C31 DOUB Y N 32 20U C36 C35 SING Y N 33 20U C51 O51 DOUB N N 34 20U C6 CL1 SING N N 35 20U C6 C5 DOUB Y N 36 20U C4 C5 SING Y N 37 20U C48 C47 SING Y N 38 20U C31 C32 SING Y N 39 20U C35 C34 DOUB Y N 40 20U C32 F1 SING N N 41 20U C32 C33 DOUB Y N 42 20U C34 C33 SING Y N 43 20U C33 CL2 SING N N 44 20U N1 H1 SING N N 45 20U C7 H2 SING N N 46 20U C11 H3 SING N N 47 20U C21 H4 SING N N 48 20U C21 H5 SING N N 49 20U C25 H6 SING N N 50 20U C25 H7 SING N N 51 20U C25 H8 SING N N 52 20U C24 H9 SING N N 53 20U C24 H10 SING N N 54 20U C24 H11 SING N N 55 20U C23 H12 SING N N 56 20U C23 H13 SING N N 57 20U C23 H14 SING N N 58 20U N12 H15 SING N N 59 20U C14 H17 SING N N 60 20U C36 H18 SING N N 61 20U C35 H19 SING N N 62 20U C34 H20 SING N N 63 20U C13 H21 SING N N 64 20U N42 H22 SING N N 65 20U C48 H23 SING N N 66 20U C44 H24 SING N N 67 20U C45 H25 SING N N 68 20U N51 H26 SING N N 69 20U N51 H27 SING N N 70 20U C47 H28 SING N N 71 20U C4 H29 SING N N 72 20U C5 H30 SING N N 73 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 20U SMILES ACDLabs 12.01 "O=C(N)c1ccc(cc1)NC(=O)C5NC(C2(c3c(NC2=O)cc(Cl)cc3)C5c4cccc(Cl)c4F)CC(C)(C)C" 20U InChI InChI 1.03 "InChI=1S/C30H29Cl2FN4O3/c1-29(2,3)14-22-30(19-12-9-16(31)13-21(19)36-28(30)40)23(18-5-4-6-20(32)24(18)33)25(37-22)27(39)35-17-10-7-15(8-11-17)26(34)38/h4-13,22-23,25,37H,14H2,1-3H3,(H2,34,38)(H,35,39)(H,36,40)/t22-,23-,25+,30+/m0/s1" 20U InChIKey InChI 1.03 KALNCVZAFDQICX-AMKZZFPWSA-N 20U SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)C[C@@H]1N[C@H]([C@H](c2cccc(Cl)c2F)[C@]13C(=O)Nc4cc(Cl)ccc34)C(=O)Nc5ccc(cc5)C(N)=O" 20U SMILES CACTVS 3.385 "CC(C)(C)C[CH]1N[CH]([CH](c2cccc(Cl)c2F)[C]13C(=O)Nc4cc(Cl)ccc34)C(=O)Nc5ccc(cc5)C(N)=O" 20U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)C[C@H]1[C@]2(c3ccc(cc3NC2=O)Cl)[C@H]([C@@H](N1)C(=O)Nc4ccc(cc4)C(=O)N)c5cccc(c5F)Cl" 20U SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)CC1C2(c3ccc(cc3NC2=O)Cl)C(C(N1)C(=O)Nc4ccc(cc4)C(=O)N)c5cccc(c5F)Cl" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 20U "SYSTEMATIC NAME" ACDLabs 12.01 "(2'S,3R,4'S,5'R)-N-(4-carbamoylphenyl)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxamide" 20U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2'R,3R,3'S,5'S)-N-(4-aminocarbonylphenyl)-6-chloranyl-3'-(3-chloranyl-2-fluoranyl-phenyl)-5'-(2,2-dimethylpropyl)-2-oxidanylidene-spiro[1H-indole-3,4'-pyrrolidine]-2'-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 20U "Create component" 2013-08-13 RCSB 20U "Initial release" 2014-07-16 RCSB #